CN102199272A - Soybean oil-based polyurethane acrylate and preparation method thereof - Google Patents
Soybean oil-based polyurethane acrylate and preparation method thereof Download PDFInfo
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- CN102199272A CN102199272A CN201110093814.0A CN201110093814A CN102199272A CN 102199272 A CN102199272 A CN 102199272A CN 201110093814 A CN201110093814 A CN 201110093814A CN 102199272 A CN102199272 A CN 102199272A
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- 235000012424 soybean oil Nutrition 0.000 title claims abstract description 75
- 239000003549 soybean oil Substances 0.000 title claims abstract description 75
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 229920002635 polyurethane Polymers 0.000 title abstract description 10
- 239000004814 polyurethane Substances 0.000 title abstract description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 23
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 12
- 239000005058 Isophorone diisocyanate Substances 0.000 claims abstract description 11
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims abstract description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 30
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 17
- 239000004593 Epoxy Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 4
- 125000002462 isocyano group Chemical group *[N+]#[C-] 0.000 claims description 3
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- 229920005749 polyurethane resin Polymers 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- 230000007704 transition Effects 0.000 description 6
- 244000068988 Glycine max Species 0.000 description 5
- 235000010469 Glycine max Nutrition 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000011810 insulating material Substances 0.000 description 2
- 150000002924 oxiranes Chemical group 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- ZEMPKEQAKRGZGQ-AAKVHIHISA-N 2,3-bis[[(z)-12-hydroxyoctadec-9-enoyl]oxy]propyl (z)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(O)CCCCCC)COC(=O)CCCCCCC\C=C/CC(O)CCCCCC ZEMPKEQAKRGZGQ-AAKVHIHISA-N 0.000 description 1
- 229920000965 Duroplast Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 125000005457 triglyceride group Chemical group 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- Macromonomer-Based Addition Polymer (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention provides soybean oil-based polyurethane acrylate which is prepared by the following steps of: reacting soybean oil polyatomic alcohol with isophorone diisocyanate to generate a polyurethane prepolymer, and then leading the polyurethane prepolymer to react with hydroxyethyl acrylate. The structure of the soybean oil-based polyurethane acrylate can be shown in the below formula, wherein Y is -OCH3, -OCH2CH2OH or -OCH2CH (OH) CH3. The soybean oil-based polyurethane acrylate has the tensile strength up to 40.4Mpa, the Young modulus of 724.0Mpa and the dielectric constant of 1.0-3.0 under 1MHz. The invention discloses a preparation method of the soybean oil-based polyurethane acrylate.
Description
Technical field
The present invention relates to insulating material, be specifically related to a kind of soybean oil based urethane acrylate and preparation method thereof.
Background technology
Soybean oil is the maximum grease of output in the world, and it directly obtains by squeezing soyabean.The color and luster of crude oil of soybean is different because of the difference of soybean peel and soybean kind, generally is yellowish, light green or Vandyke brown, and the soybean oil of refining then is faint yellow.Its main component is a tri-glyceride, and it is made up of a mole of glycerin and three moles of fatty acids, thereby has hydrophobic nature.Lipid acid in the soybean oil is divided into saturated fatty acid, monounsaturated fatty acids and polyunsaturated fatty acid, and the ratio of each fatty acid component is respectively in about 15%, 25% and 60%, and the average functionality of unsaturated double-bond is about 4.6.Contain 2 ~ 6 epoxy group(ing) in the epoxidised soybean oil approximately, the massfraction of epoxy group(ing) is about 2% ~ 8%.As starting raw material, make soybean oil polyvalent alcohol through hydroxylation with epoxy soybean oil, the molecular chain of soybean oil polyvalent alcohol is longer, and cross-linking density is moderate, waving segment good flexibility can be provided effectively in the molecule, and self lower viscosity.
Along with environment protection and exhausted two hang-ups of petroleum resources are more and more paid close attention to, the utilization of renewable resources and environmental issue have received great concern in the world.Vegetable oil based polyurethane is to be formed by vegetable oil polyol and isocyanic ester copolymerization, is described as one of most important technological innovation in the urethane development.Vegetable oil polyol is that the two keys of vegetables oil prepare its low price, functionality height, the physicochemical property excellence of polymerization product through chemical modification introducing hydroxyl.Vegetable oil based polyurethane material not only mechanical property can match in excellence or beauty with corresponding petroleum base material, and heat-resisting decomposition and thermal oxidation are better, and production cost is lower.The soybean oil derivative of wide material sources prepares urethane acrylate material and not only has particular performances, and because the special construction of soybean oil makes the finished product have biodegradability, this also is an aspect of being pursued in the present novel material exploitation, be that the finished product have important environmental protection and economic double benefit, become current popular research topic.
Summary of the invention
The purpose of this invention is to provide a kind of soybean oil based urethane acrylate, it has physicochemical property preferably as duroplasts, is a kind of fine insulating material.
A kind of soybean oil based urethane acrylate, it is by soybean oil polyvalent alcohol and isophorone diisocyanate reaction, generate base polyurethane prepolymer for use as, again base polyurethane prepolymer for use as and Hydroxyethyl acrylate are reacted the soybean oil based urethane acrylate that obtains, its structure can be represented with following formula:
Wherein: Y is-OCH
3,-OCH
2CH
2OH or-OCH
2CH (OH) CH
3, its infrared spectrogram is seen Fig. 2.
Above-mentioned soybean oil based urethane acrylate, described soybean oil polyvalent alcohol be by epoxy soybean oil with methyl alcohol, ethylene glycol or 1, the soybean oil polyvalent alcohol that the open loop of 2-propylene glycol obtains.
A kind of method for preparing above-mentioned soybean oil based urethane acrylate, it comprises the steps:
The method of the above-mentioned soybean oil based urethane acrylate of preparation, described soybean oil polyvalent alcohol be by epoxy soybean oil with methyl alcohol, ethylene glycol or 1, the soybean oil polyvalent alcohol that the open loop of 2-propylene glycol obtains.
Among the above-mentioned preparation method, used soybean oil can use peanut oil, Semen Maydis oil, plam oil, rapeseed oil, Viscotrol C, sunflower seed oil, cottonseed wet goods vegetables oil to replace.
Soybean oil based urethane acrylate tensile strength of the present invention can reach 40.4MPa, and Young's modulus reaches 724.0MPa, and specific inductivity is 1.0-3.0 under the 1MHz.
Description of drawings
The synthetic route of the soybean oil based urethane acrylate of Fig. 1.
The infrared analysis collection of illustrative plates of Fig. 2 epoxy soybean oil, soya-bean oil alcohol, urethane and urethane acrylate.
From figure as can be known, ESO is at 822cm
-1And 842cm
-1The absorption peak (being the charateristic avsorption band of epoxide group) at place disappears after the ring-opening reaction, charateristic avsorption band 3435 cm of hydroxyl occur
-1(Polyol-1).After the curing, charateristic avsorption band 2260 cm of base polyurethane prepolymer for use as
-1Charateristic avsorption band 2959 cm of (-NCO) and Hydroxyethyl acrylate (HEA)
-1(C=C) all disappear, illustrate to have generated urethane acrylate.
Differential scanning calorimetric (DSC) spectrogram of soybean oil based urethane of Fig. 3 and urethane acrylate.
Dynamic mechanical analysis (DMA) spectrogram of soybean oil based urethane of Fig. 4 and urethane acrylate, a is the graph of a relation of storage modulus and temperature; B is the graph of a relation of damping factor and temperature.
The scanning electron microscope of the soybean oil based urethane acrylate of Fig. 5 (SEM) photo.Wherein: a, the PUA-1 liquid nitrogen is quenched disconnected, the SEM photo of section behind metal spraying; B, the PUA-2 liquid nitrogen is quenched disconnected, the SEM photo of section behind metal spraying; C, the PUA-3 liquid nitrogen is quenched disconnected, the SEM photo of section behind metal spraying.
Embodiment
Below by embodiment in detail the present invention is described in detail:
(1) preparation of epoxy soybean oil
The preparation of epoxidizing agent: get glacial acetic acid 35g, hydrogen peroxide 165g drips the 10d vitriol oil, and under 40 ℃, mixes to be placed on the dark place and to leave standstill 12 hours.
Take by weighing 150g soybean oil (SBO) and join in the four-hole boiling flask of 1000mL, heat temperature raising to 70 ℃.Begin to drip the above-mentioned epoxidizing agent that makes, in 2 hours, drip off, stirring velocity is controlled at 1200 rev/mins, guarantee that oil phase fully disperses, behind the isothermal reaction 5.5h, standing demix divides the sub-cloud waste liquid, oil reservoir is washed crude product to pH=5～6 with dilute alkaline soln, is washed till pH=7 with saturated aqueous common salt and distilled water successively again.Carry out underpressure distillation then and promptly get epoxy soybean oil (ESO) under 98 ℃, its oxirane value is 5.9%, and it is shown in Figure 2 that ESO infrared the results are shown in.
(2) carry out ring-opening reaction with methyl alcohol for open loop reagent: Tetrafluoroboric acid is a catalyzer, and the mol ratio of epoxide group and methyl alcohol is 1:11.Epoxy soybean oil is added methyl alcohol and the Tetrafluoroboric acid mixed solution that has boiled, back flow reaction 1 hour.After reaction finishes, stop heating, be cooled to room temperature, be added dropwise to strong aqua and be neutralized to neutrality.Underpressure distillation steams methyl alcohol, and suction filtration obtains light yellow transparent liquid soybean oil polyvalent alcohol (Polyol-1), and its hydroxyl value is 173 mg KOH/g, it is infrared the results are shown in shown in Figure 2.
(3) soybean oil polyvalent alcohol and isophorone diisocyanate is mixed, the mol ratio of its hydroxyl and isocyano is 1:2, under the nitrogen atmosphere, heat temperature raising to 90 ℃, stirring reaction 2 hours, obtain base polyurethane prepolymer for use as after being cooled to room temperature, then Hydroxyethyl acrylate (HEA) is joined in the performed polymer, HEA and isophorone diisocyanate mol ratio are 1:1, stir after 72 hours under the room temperature, be cast in the mould, 110 ℃ solidify 24 hours after, the cool to room temperature demoulding, promptly obtain soybean oil based urethane acrylate (PUA-1), it is infrared to the results are shown in shown in Figure 2ly, and second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.The PUA-1 liquid nitrogen is quenched and is had no progeny, and the section metal spraying carries out SEM and characterizes, and the results are shown in Figure 5a.The step of the synthetic cast polyurethane resin of blank is, soybean oil polyvalent alcohol, isophorone diisocyanate (the IPDI index is 110) are mixed, after stirring, be cast in the mould, 110 ℃ solidify 24 hours after, the cool to room temperature demoulding, promptly obtain soybean oil based urethane (PU-1), it is infrared to the results are shown in shown in Figure 2ly, and second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.Become the tension specimen bar to survey its mechanical property with soybean oil based urethane acrylate PUA-1 stamping-out the soybean oil based polyurethane PU-1 that obtains, test condition is 23 ℃, and draw speed is 10mm/min, the results are shown in Table 1.Sample P U-1 and PUA-1 are under 1MHz, and specific inductivity is respectively 2.7 and 1.3.
The preparation method of soybean oil polyvalent alcohol who based on ethylene glycol is open loop reagent is with embodiment 1, only replace open loop reagent methyl alcohol at (2) step spent glycol, the hydroxyl value that obtains soybean oil polyvalent alcohol Polyol-2 is 205 mg KOH/g, the further synthetic soybean oil based urethane acrylate PUA-2 that obtains, it is infrared the results are shown in shown in Figure 2, second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.The PUA-2 liquid nitrogen is quenched and is had no progeny, and the section metal spraying carries out SEM and characterizes, and the results are shown in Figure 5b.Synthetic simultaneously cast polyurethane resin (PU-2), second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.Become the tension specimen bar to survey its mechanical property with soybean oil based urethane acrylate PUA-2 stamping-out the soybean oil based polyurethane PU-2 that obtains, test condition is 23 ℃, and draw speed is 10mm/min, the results are shown in Table 1.Sample P U-2 and PUA-2 are under 1MHz, and specific inductivity is respectively 2.8 and 1.0.
Based on 1, the 2-propylene glycol is that the preparation method of soybean oil polyvalent alcohol of open loop reagent is with embodiment 1, only go on foot with 1 (2), the 2-propylene glycol is replaced open loop reagent methyl alcohol, the hydroxyl value that obtains soybean oil polyvalent alcohol Polyol-3 is 248 mg KOH/g, the further synthetic soybean oil based urethane acrylate PUA-3 that obtains, it is infrared the results are shown in shown in Figure 2, second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.Synthetic simultaneously cast polyurethane resin (PU-3), second-order transition temperature sees Table 1, and the glass transition variation tendency is seen Fig. 3 and shown in Figure 4.The PUA-3 liquid nitrogen is quenched and is had no progeny, and the section metal spraying carries out SEM and characterizes, and the results are shown in Figure 5c.Become the tension specimen bar to survey its mechanical property with soybean oil based urethane acrylate PUA-3 stamping-out the soybean oil based polyurethane PU-3 that obtains, test condition is 23 ℃, and draw speed is 10mm/min, the results are shown in Table 1.Sample P U-3 and PUA-3 are under 1MHz, and specific inductivity is respectively 3.0 and 1.8.
Table 1. urethane and urethane acrylate performance are relatively
| Performance | PU-1 | PUA-1 | PU-2 | PUA-2 | PU-3 | PUA-3 |
| T g (DSC，℃) | 18.6 | 45.8 | 48.8 | 49.7 | 53.9 | 66.2 |
| T g (DMA，℃) | 38.8 | 69.4 | 58.4 | 94.6 | 78.4 | 114.0 |
| Tensile strength (MPa) | 11.4 | 24.8 | 26.1 | 36.4 | 37.2 | 40.4 |
| Elongation at break (%) | 257.4 | 13.5 | 11.6 | 12.4 | 11.2 | 7.9 |
| Young's modulus (MPa) | 6.2 | 362.7 | 375.9 | 484.3 | 567.4 | 724.0 |
| Specific inductivity | 2.7 | 1.3 | 2.8 | 1.0 | 3.0 | 1.8 |
Claims (4)
1. soybean oil based urethane acrylate, it is characterized in that: it is by soybean oil polyvalent alcohol and isophorone diisocyanate reaction, generate base polyurethane prepolymer for use as, again base polyurethane prepolymer for use as and Hydroxyethyl acrylate are reacted the soybean oil based urethane acrylate that obtains, its structure is represented with following formula:
Wherein: Y is-OCH
3,-OCH
2CH
2OH or-OCH
2CH (OH) CH
3
2. soybean oil based urethane acrylate according to claim 1 is characterized in that: described soybean oil polyvalent alcohol be by epoxy soybean oil with methyl alcohol, ethylene glycol or 1, the soybean oil polyvalent alcohol that the open loop of 2-propylene glycol obtains.
3. a method for preparing the described soybean oil based urethane acrylate of claim 1 is characterized in that it comprises the steps:
Step 1. is mixed with soybean oil polyvalent alcohol and isophorone diisocyanate, and the mol ratio of its hydroxyl and isocyano is 1:2, under the nitrogen atmosphere, and heat temperature raising to 90 ℃, stirring reaction 2 hours obtains base polyurethane prepolymer for use as after being cooled to room temperature;
Step 2. joins Hydroxyethyl acrylate in the base polyurethane prepolymer for use as that step 1 obtains then, Hydroxyethyl acrylate and isophorone diisocyanate mol ratio are 1:1, stir after 72 hours under the room temperature, be cast in the mould, 110 ℃ solidify 24 hours after, the cool to room temperature demoulding promptly obtains soybean oil based urethane acrylate.
4. the method for the soybean oil based urethane acrylate of preparation according to claim 3 is characterized in that: described soybean oil polyvalent alcohol be by epoxy soybean oil with methyl alcohol, ethylene glycol or 1, the soybean oil polyvalent alcohol that the open loop of 2-propylene glycol obtains.
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| WO2013091211A1 (en) * | 2011-12-22 | 2013-06-27 | Dow Global Technologies Llc | Process for preparing polyurethane/acrylic hybrid dispersions |
| CN103396342A (en) * | 2013-08-08 | 2013-11-20 | 江苏卡特新能源有限公司 | Preparation of modified polyfunctional acrylate photo polymerization monomers based on epoxidized soybean oil |
| US8808444B2 (en) | 2011-12-01 | 2014-08-19 | Industrial Technology Research Institute | Functionalized soybean compound, and coating composition employing the same |
| CN106084141A (en) * | 2016-06-29 | 2016-11-09 | 河北科技大学 | A kind of soybean oil polyol prepares the method for acrylic ester modified water-soluble polyurethane |
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